Smoking friendly vacation rentals near Chesapeake Bay

Timmy's Treeside Studio Pets Welcome Peeps #420

Timmy’s Treeside in Rehoboth Beach, DE is one of two apts with private entry/deck, on 2 acres, one mile to Rehoboth-Lewes trail and 5min drive to boardwalk/Atlantic Ocean. Queen and a sofa bed for 2-3 humans and all your dogs. Your big deck is a tall perch for fresh air, star gazing, 420 fun, sunbathing, and a dog haven. 1200mb Wifi, Roku TV, shower, mini-kitchen/grill/firepit and backyard trail. Tanger Outlets, dog friendly eateries, Revelation Brewery and The Pond are minutes. EZ parking+plugs

Warm and Spacious Houseboat with free parking

Enjoy the sights and sounds of nature when you stay in this unique place. Experience the beautiful sunrises and sunsets while the gentle waves help embrace your soul. Well-appointed temperature controlled houseboat. WARM in winter!! Stay at a marina in the DC area. Will send address after booking . Location can vary, usually near Nationals baseball stadium (zip 20024). Average time to Reagan Airport is 15 mins by Uber. Nice bar/restraunt just steps away and bicycle rental end of dock.

Luxe Romantic Glamping Tent with Hot Tub & A/C

Looking for a romantic getaway and a new experience? Nestled in a serene space in the heart of Richmond, this beautiful tent with a/c offers an unforgettable glamping experience. Ideal for your anniversary, birthday, or staycation. Unwind in your private hot tub, fire pit and screened in gazebo. Glamping tent with a/c, wifi, queen bed, and electricity. Outdoor enclosed bathroom & outdoor hot shower. Mini fridge, coffee & microwave in screened gazebo. Easy street parking & locked entrance

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

The Bird's Nest at Holly Bluff-Riverfront. Beach.

This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Pristine 1BR, king bed, hot tub, close to IAD.

Exquisite elegance and cozy details define this tiny home. All private with no shared spaces. Exceptional location - one mile from the Metro, 10 minutes to IAD and Reston Town Center. Close to shops and restaurants. 2 outdoor patios and small yard. Private use of the hot tub with over-sized towels & luxurious robes. An enormous king-size Sleep Number® bed. Full kitchen and washer/dryer in the house. Free Netflix, YouTubeTV, and Prime; your own thermostat and very fast WiFi. Built in 2023.

Cozy Pine Tree Nest

This is a private, upstairs efficiency apartment over garage with stunning space features luxury laminate plank flooring, split unit a/c and heat, cherry wood beams harvested from the property, a full bathroom with tile/stone shower, pine ceilings, recessed lighting and a large deck to watch the amazing sun rises. Within minutes from Gambrill State Park, the Appalachian trail, restaurants, shopping, and downtown!

Garden View, a spacious 1 bedroom with loft.

Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

Tent Camp Site 1, Good Earth near Bethany Beach

Welcome to Good Earth's Camping Field! - Market and restaurant onsite - 4.7 miles from Bethany Beach - Bathhouse and outdoor shower - small RVs and Vans ok but no hook ups - Solo stoves and picnic tables. ​ - Dogs welcomed, must be leashed - Some shade in the afternoon - There is a lot of stuff going on the property (people around) it’s not a secluded campground but a beautiful open field area.